Trifluoroethanol as a Unique Additive for the Chemoselective Electrooxidation of Enamines to Access Unsymmetrically Substituted NH-Pyrroles was written by Baidya, Mrinmay;Maiti, Debabrata;Roy, Lisa;De Sarkar, Suman. And the article was included in Angewandte Chemie, International Edition in 2022.Product Details of 33166-79-9 This article mentions the following:
An electrochem. method for the synthesis of unsym. substituted NH-pyrroles is described. The synthetic strategy comprises a challenging heterocoupling between two structurally diverse enamines via sequential chemoselective oxidation, addition and cyclization processes. A series of aryl- and alkyl-substituted enamines were effectively cross-coupled from an equimolar mixture to synthesize various unsym. pyrrole derivatives in up to 84% yield. The desired cross-coupling was achieved by tuning the oxidation potential of the enamines by utilizing a “magic effect” of the additive trifluoroethanol (TFE). Addnl., extensive computational studies revealed the unique role of TFE in promoting the heterocoupling process by regulating the activation energies of the reaction steps through H-bonding and C-H···π interactions. Importantly, the developed electrochem. protocol was found to be equally efficient for the homocoupling of enamines to form sym. pyrroles in up to 92% yield. In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9Product Details of 33166-79-9).
Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Product Details of 33166-79-9
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics